Vat dyestuffs



Patented d,

L'fi' I TRING-HAUS, GE MANNHIEEVI, AND PAUL NAWIAS'KY, 0F LUD'WIGS- v HMEhl-UN-TEIE-RHINE, GERMANY, ASSIGNORS T0 IBAIYHQ ANILIN- & SQDA- FAEBREK, G'F LUfi'WIGSHAFEN-GN-THE-Rl man's.

3T0 Drawing.

German Empire and Austria, respectively,

residing at Mannheim and Ludwigshafem on-the-Bhme, respectively, Germany, have invented new and useful Improvements in Vat Dyestuffs, of; which the following is a specification.

1,093,427 of April 14," 1914, describes derivatives of dibenzanthrone obtained by oxidizing dibenzanthrone, with or without subsequent reduction of the direct oxidation product.

We have now found that the said oxidation products of dibenzanthrone, whether the direct or reduced product which we comprise by the expression oxidized dibenza'nthrone, are converted into very valuable vat dyestuffs by condensing with benzo-trichlorid by which term we also include substituted benzotrlchlorid. Solvents, vor diluents, may

be used or not. The properties of the vat dyestuffs so obtained can be further improved by treating them with an agent giv ing ofi' halogen which treatment may also be carried out in the presence or absence of diluents with or without adding catalysts.

The following examples will serve to further illustrate the invention, but the invention is in no way restricted to these examples. The parts are by weight.

Example 1.

20 parts of'the oxidized dibenzanthrone, described in Example 3 of Letters Patent No. 1,093,427 are boiled, under a reflux cooler, with 180 parts of benzotrichloride, hydrochloric acid gas being evolved by the reaction. After two hours the mass is cooled, the. dyestuff formed is filtered 0-H, washed with benzene and dried. It represents a dark blue powder, soluble in sulfuric. acid of 68 degrees Baum with a reddish violet color, which'on careful dilution with water turns first blue, then greenish blue. In .hot organic solvents, such as t'richlor'obenzene, it dissolves with a greenish blue color and a red fluorescence. The hydrosulfite vat is reddish blue and dyes cotton,

I after oxidation, greenish blue shades.

' The oxidized dibenzanthrones described in GAhTY, A CGEIPOTIQN OF GEE ver nrns'rcrrs. 1

Application filed August 24, 1923. Serial no. 659,214;

the other examples ofllietters Patent 1,093,- 427 may also be used, and parachlor-benzotrichlorid may be sed instead of ben'zotrichlorid, yielding a very similar dyestuff.

' Ewample 2.

5 parts of the dyestufi obtained-according to the foregoing example are distributed in V v I 100 parts of nitrobenzene. 10 parts of sul- The specification of Letters Patent No.

vfurylchlorid are then slowly introduced into same temperature is continued for a few hours. The. dyestuff is then filtered off from the mixture, when cool, tin-d worked up. in

the usual manner. It dyes cotton turquoise blue shades which are brighter and more greenish than the shades obtained with the ori inal product.

f 0.2 parts of iodine are added before introducing the sulfuryl chlorid, a dyestutl producing still somewhat brighter dyeings is obtained..--

' Other agents giving ofi' halogen may be applied in a suitable manner.-

"We claim: I

.1. The new vat coloring mattersof the dibenzanthrone series which can be produced by the interaction of oxidized dibenzanthrone and benzotrichlorid', and which are characterized by containing combined chlorin and by dissolving in hot organic solvents greenish blue-with a red fluorescence and in concentrated sulfuric acid reddish violet and in alkaline hydro-sulfite solution reddish blue from which solution cotton is dyed greenish blue after exposure. to the air.

2. The process of producing vat coloring matters, which consists in causing benzo trichlorid to react with an oxidized dibenzanthrone.

3. The process of producing vat coloring matters which consists in causing benzotrichlorid to react with an oxidizeddibenzanthrone, and treating the product with an agent giving ofi' halogen.

In testimony whereof we set our hands;

ARTHUR LllTTRING PAUL NAWIASKY.

'Witnesses':

C. C. L. B. ms, H -Were. 1

have hereunto Us; 1. a [n s.] 

